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Tetrahydrofuran → Ethyl(6-formyl-1-benzothiophen-3-yl)acetate

HRID 591519
ノート
印刷プレビュー

反応式

HRID 591519 の反応式
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]([OH:18])CO)=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2].C1COCC1>O>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]=[O:18])=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 131734527Ethyl(6-(1,2-dihydroxyethyl)-1-benzothiophen-3-yl)acetate

生成物 1

HCID 131734528Ethyl(6-formyl-1-benzothiophen-3-yl)acetate収率 90.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of ethyl(6-(1,2-dihydroxyethyl)-1-benzothiophen-3-yl)acetate (200 mg), THF (2 mL) and water (2.0 mL) was added NaIO4 (458 mg) at room temperature. The mixture was stirred at room temperature for 30 min. The mixture was quenched with saturated aqueous Na2S2O3 at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with brine twice, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (160 mg).

後処理

  1. customThe mixture was quenched with saturated aqueous Na2S2O3 at room temperature
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed successively with brine twice
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

出典と根拠

ORDレコード
ord-ccbab461fc0d45629378a5f8bfd6c35a
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238639B2

反応ノート

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